6-Chloro-2,3-difluorobenzaldehyde → HCID 67004820, Verbindung

HRID 2095738Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2095738
[Cl:1][C:2]1[C:7]([CH:8]=[O:9])=[C:6]([O:10][CH3:11])[C:5]([F:12])=[CH:4][CH:3]=1.[Br:13][C:14]1[CH:15]=[C:16]2[C:22]([CH:23]([C:25]3[C:30]([O:31][CH3:32])=[CH:29][CH:28]=[C:27](F)[C:26]=3[Cl:34])[CH3:24])=[CH:21][NH:20][C:17]2=[N:18][CH:19]=1.ClC1C(F)=CC=C(OC)C=1C=O.ClC1C(C=O)=C(F)C(F)=CC=1.C[O-].[Na+]>CO>[Br:13][C:14]1[CH:15]=[C:16]2[C:22]([CH:23]([C:25]3[C:26]([Cl:34])=[CH:27][CH:28]=[C:29]([F:12])[C:30]=3[O:31][CH3:32])[CH3:24])=[CH:21][NH:20][C:17]2=[N:18][CH:19]=1.[Cl:1][C:2]1[C:7]([CH:8]=[O:9])=[C:6]([O:10][CH3:11])[C:5]([F:12])=[CH:4][CH:3]=1

Komponenten

8

Edukt 5

HCID 98129096-Chloro-2,3-difluorobenzaldehydeHCID 10942334Sodium MethoxideHCID 534075982-Chloro-3-fluoro-6-methoxybenzaldehydeHCID 67004571HCID 67004571, VerbindungHCID 840495576-Chloro-3-fluoro-2-methoxybenzaldehyde

Produkt 2

HCID 67004820HCID 67004820, VerbindungHCID 840495576-Chloro-3-fluoro-2-methoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The title compound was prepared from 6-chloro-3-fluoro-2-methoxybenzaldehyde following the procedures for the synthesis of 5-bromo-3-[1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine from 2-chloro-3-fluoro-6-methoxybenzaldehyde, vide supra. 6-Chloro-3-fluoro-2-methoxybenzaldehyde was prepared from the known 6-chloro-2,3-difluorobenzaldehyde by reaction with sodium methoxide in methanol. 1H NMR (300 MHz, CDCl3): δ=1.78 (d, J=7.2 Hz, 3H), 3.44 (brs, 3H), 4.94 (q, J=7.2 Hz, 1H), 6.93 (dd, J=9.0, 9.0 Hz, 1H), 7.09 (dd, J=8.7, 4.5 Hz, 1H), 7.30 (s, 1H), 7.71 (d, J=1.5 Hz, 1H), 8.28 (d, J=1.5 Hz, 1H), 9.68 (brs, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-20e36dc68f6a41afad0c208476a86a44
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08445510B2

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